Ceric ammonium nitrate → HCID 42599638, compound

HRID 1755554Notes

Reaction equation

HRID 1755554 reaction equation
[OH:1][C:2]1[C:3]([CH3:24])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([C:15]([N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)=[O:16])([CH3:14])[CH2:6][CH2:5]2.[O:25]=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>>[OH:8][C:7]([CH3:14])([C:15]([N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)=[O:16])[CH2:6][CH2:5][C:4]1[C:9](=[O:25])[C:10]([CH3:13])=[C:11]([CH3:12])[C:2](=[O:1])[C:3]=1[CH3:24]

Participants

3

Reactant 2

HCID 180504Ceric ammonium nitrateHCID 67263003HCID 67263003, compound

Product 1

HCID 42599638HCID 42599638, compound

Procedure

Oxidation as described in protocol B, using 122 mg (0.368 mmol) of (6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)(4-methylpiperazin-1-yl)methanone and 444 mg CAN (0.811 mmol) yielded 2-(3-hydroxy-3-methyl-4-(4-methylpiperazin-1-yl)-4-oxobutyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione as an orange oil, 67.9 mg.

Sources & evidence

ORD record
ord-9e2fbbe26b2443d9bfe30314182d7aff
Source dataset
uspto-grants-2015_10
Patent number
US09169196B2

Reaction notes

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